Citation: You Zhou, Li-Sheng Wang, Shuang-Gui Lei, Bo-Cheng Tang, Zhi-Cheng Yu, Xing Li, Yan-Dong Wu, Kai-Lu Zheng, An-Xin Wu. I₂-DMSO mediated tetra-functionalization of enaminones for the construction of novel furo[2′,3′:4,5]pyrimido[1,2-b]indazole skeletons via in situ capture of ketenimine cations[J]. Chinese Chemical Letters, ;2025, 36(1): 109799. doi: 10.1016/j.cclet.2024.109799 shu

I₂-DMSO mediated tetra-functionalization of enaminones for the construction of novel furo[2′,3′:4,5]pyrimido[1,2-b]indazole skeletons via in situ capture of ketenimine cations

You Zhou ^a ,
Li-Sheng Wang ^a ,
Shuang-Gui Lei ^a ,
Bo-Cheng Tang ^c ,
Zhi-Cheng Yu ^a ,
Xing Li ^a ,
Yan-Dong Wu ^a ,
Kai-Lu Zheng ^{b, *,} ,
An-Xin Wu ^{a, *,}

a.
National Key Laboratory of Green Pesticide, International Joint Research Center for Intelligent Biosensor Technology and Health, College of Chemistry, Central China Normal University, Wuhan 430079, China
b.
Guangdong Provincial Key Laboratory of Research and Development of Natural Drugs, The First Dongguan Affiliated Hospital, School of Pharmacy, Guangdong Medical University, Dongguan 523808, China
c.
State Key Laboratory of Chemical Biology and Drug Discovery, Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong SAR 999077, China

kailuzheng@163.com

chwuax@mail.ccnu.edu.cn

Received Date: 16 January 2024
Revised Date: 17 March 2024
Accepted Date: 20 March 2024
Available Online: 20 March 2024

Figures(5)

The first-ever synthesis of the unknown furo[2′,3′:4,5]pyrimido[1,2-b]indazole skeleton was demonstrated based on the undiscovered tetra-functionalization of enaminones, with simple substrates and reaction conditions. The key to realizing this process lies in the multiple trapping of the in situ generated ketenimine cation by the 3-aminoindazole, which results in the formation of four new chemical bonds and two new rings in one pot. Moreover, the products of this new reaction were found to exhibit aggregation-induced emission (AIE) without modification.
- Unknown skeleton,
- Tetra-functionalization,
- Ketenimine cations,
- Aggregation-induced emission
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通讯作者: 陈斌, bchen63@163.com

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沈阳化工大学材料科学与工程学院沈阳 110142

I2-DMSO mediated tetra-functionalization of enaminones for the construction of novel furo[2′,3′:4,5]pyrimido[1,2-b]indazole skeletons via in situ capture of ketenimine cations

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通讯作者: 陈斌, bchen63@163.com

I₂-DMSO mediated tetra-functionalization of enaminones for the construction of novel furo[2′,3′:4,5]pyrimido[1,2-b]indazole skeletons via in situ capture of ketenimine cations